Hawaii Kai rentals with pool

We found 3,872 rentals with pool — enter your dates for availability

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

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    More space, more privacy, more amenities — more value

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Frequently asked questions

How much does it cost to stay in a vacation rental with a pool in Hawaii Kai?
Prices vary according to the time of year, length of stay and property location, so key in your trip details to find a stay offering a splashing good time. No matter your budget or plans, Vrbo has vacation rentals with a pool in Hawaii Kai for all types of guests.
When is the best time to book a vacation rental with a pool in Hawaii Kai?
March is when the majority of our guests book their vacation rental with a pool in Hawaii Kai. Spend your escape enjoying the rush of this destination and lounging by the water at your vacation rental. Demand is greater during this month, so plan in advance to get the best options.
What vacation rentals with a pool in Hawaii Kai have nice views?
If you want to make your Hawaii Kai escape extra special, stay in one of our vacation rentals with a pool — and a stunning view to boot. After your initial search, use our handy filters to tailor your results by area and the vistas you want to gaze at.
Are there vacation rentals with a private pool in Hawaii Kai?
Morning, midday or evening, go for a refreshing swim whenever you want when you book a vacation rental with a private pool in Hawaii Kai. To discover Vrbo properties that'll boost the fun factor during your getaway, use our "Private pool" filter.
What are the top things to do in Hawaii Kai?
With a wealth of things to see and do in Hawaii Kai, you're bound to have a memorable time. Not sure where to begin? Look up travel websites or consider hiring a knowledgeable guide. After a busy day exploring all the sights, go for a swim or simply unwind poolside with your crew in one of our vacation home rentals.
Why should I book my vacation rental with a pool with Vrbo?
When you stay in a Vrbo vacation rental with a pool, the only people you'll share your living space with are whoever you take with you. It's only you and your family with the whole place to yourselves having a splashing good time. Also, with our rewards program, One Key™, you can earn and spend OneKeyCash™* on eligible bookings made through Vrbo, Expedia and Hotels.com. Plus, our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.